Head to Head
| Australia New South Wales Premier League | 2024/08/25 05:00 | Sydney Olympic v Sydney FC U21 | L | 1-2 |
| Australia New South Wales Premier League | 2024/05/17 09:30 | Sydney FC U21 v Sydney Olympic | W | 1-3 |
| Australia New South Wales Premier League | 2023/06/04 06:00 | Sydney Olympic v Sydney FC U21 | L | 1-2 |
| Australia New South Wales Premier League | 2023/02/19 04:00 | Sydney FC U21 v Sydney Olympic | W | 2-3 |
| Australia New South Wales Premier League | 2022/07/09 06:00 | Sydney Olympic v Sydney FC U21 | L | 0-3 |
| Australia New South Wales Premier League | 2022/04/24 06:30 | Sydney FC U21 v Sydney Olympic | L | 3-1 |
| Australia New South Wales Premier League | 2021/06/12 07:30 | Sydney Olympic v Sydney FC U21 | W | 1-0 |
| Australia New South Wales Premier League | 2021/03/28 07:30 | Sydney FC U21 v Sydney Olympic | W | 1-2 |
Home History
| Australia New South Wales Premier League | 2025/02/08 06:00 | Sydney Olympic v St George Saints | W | 2-1 |
| Australia Friendlies | 2025/01/11 08:00 | Canterbury Bankstown FC v Sydney Olympic | D | 1-1 |
| Australia New South Wales Premier League | 2024/08/25 05:00 | Sydney Olympic v Sydney FC U21 | L | 1-2 |
| Australia New South Wales Premier League | 2024/08/17 07:00 | Sydney Olympic v Western Sydney Wanderers U21 | W | 4-1 |
| Australia New South Wales Premier League | 2024/08/10 07:00 | Sydney Olympic v St George Saints | L | 0-3 |
| Australia New South Wales Premier League | 2024/08/04 05:00 | Blacktown City v Sydney Olympic | L | 1-0 |
| Australia New South Wales Premier League | 2024/07/27 07:30 | NWS Spirit FC v Sydney Olympic | W | 1-2 |
| Australia New South Wales Premier League | 2024/07/21 07:00 | Sydney Olympic v Rockdale Ilinden FC | W | 2-1 |
Away History
| Australia New South Wales Premier League | 2025/02/08 06:30 | NWS Spirit FC v Sydney FC U21 | L | 3-2 |
| Australia New South Wales Premier League | 2024/08/25 05:00 | Sydney Olympic v Sydney FC U21 | W | 1-2 |
| Australia New South Wales Premier League | 2024/08/19 09:45 | Sydney FC U21 v Rockdale Ilinden FC | L | 1-2 |
| Australia New South Wales Premier League | 2024/08/11 07:30 | Apia L Tigers v Sydney FC U21 | W | 1-5 |
| Australia New South Wales Premier League | 2024/08/04 05:00 | Sydney United 58 v Sydney FC U21 | D | 0-0 |
| Australia New South Wales Premier League | 2024/07/26 09:30 | Sydney FC U21 v Wollongong Wolves | L | 1-5 |
| Australia New South Wales Premier League | 2024/07/20 06:30 | Sutherland Sharks v Sydney FC U21 | D | 0-0 |
| Australia New South Wales Premier League | 2024/07/12 09:30 | Sydney FC U21 v Blacktown City | L | 1-2 |